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Search results; Over 1,000 homes in Hinsdale

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Top guest favourite
Home in Hinsdale
Modern Lakehouse with Private Lake Access
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Sept
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4.97 out of 5 average rating, 31 reviews
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Home in Hinsdale
Hummingbird Haven
5 bedrooms, 6 beds, 3.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 19 reviews
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Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
23–28 Oct
4.99 out of 5 average rating, 168 reviews
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Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Home in Hinsdale
Berkshire Lake Retreat
4 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.9 out of 5 average rating, 72 reviews
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Top guest favourite
Home in Hinsdale
Berkshire Cabin by Lake Ashmere
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 29 reviews
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Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 49 reviews
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Flat in Hinsdale
Lakeside Getaway
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 31 reviews
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Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
3 bedrooms, 4 beds, 1 bathroom
10–15 Sept
4.93 out of 5 average rating, 139 reviews
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Cottage in Hinsdale
Lake Escape in the Berkshires
1 bedroom, 2 beds, 1 bathroom
26–31 May
4.92 out of 5 average rating, 59 reviews
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Cottage in Hinsdale
Berkshire Cottage - Relaxation Destination
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.62 out of 5 average rating, 74 reviews
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Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 19 reviews
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Home in Dalton
Brooksong, the perfect Berkshires getaway
5 bedrooms, 7 beds, 2.5 bathrooms
9–14 Sept
4.93 out of 5 average rating, 210 reviews
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Cottage in Hinsdale
Picturesque Cottage with Sunroom on Ashmere Lake!
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.93 out of 5 average rating, 30 reviews
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Home in Hinsdale
Private Beach on Ashmere Lake (In the Berkshires)
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Hinsdale
Modern Lake Cottage - 3 minute walk to beach
2 bedrooms, 2 king beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 6 reviews
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Flat in Dalton
1843 House - Bright and Airy 5 Rooms (2 Bedrooms)
2 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.9 out of 5 average rating, 21 reviews
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Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 75 reviews
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Home in Pittsfield
BB's Central Berkshire Home
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 97 reviews